Structure Database (LMSD)

Common Name
Halisphingosine A
Systematic Name
(2R,3R,8R,Z)-2-aminooctadec-9-ene-1,3,8-triol
Synonyms
LM ID
LMSP01080092
Formula
Exact Mass
Calculate m/z
331.272259
Sum Composition
Status
Active

Classification

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Haliclona tubifera (#458498)
Demospongiae (#6042)
Halisphingosines A and B, modified sphingoid bases from Haliclona tubifera. Assignment of configuration by circular dichroism and van't Hoff's principle of optical superposition.,
J Nat Prod, 2013
Pubmed ID: 23268569

String Representations

InChiKey (Click to copy)
WUCFBEQCPOJDKW-LSELUGTASA-N
InChi (Click to copy)
InChI=1S/C18H37NO4/c1-2-3-4-5-6-7-8-9-11-15(21)12-10-13-17(22)18(23)16(19)14-20/h9,11,15-18,20-23H,2-8,10,12-14,19H2,1H3/b11-9-/t15-,16-,17+,18+/m0/s1
SMILES (Click to copy)
[C@](CO)([H])(N)[C@@]([H])(O)[C@H](O)CCC[C@@H](O)/C=C\CCCCCCCC

Calculated Physicochemical Properties

Heavy Atoms 23
Rings
Aromatic Rings
Rotatable Bonds 15
Van der Waals Molecular Volume 363.48
Topological Polar Surface Area 106.94
Hydrogen Bond Donors 5
Hydrogen Bond Acceptors 5
logP 3.30
Molar Refractivity 96.60

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Created at
1st Dec 2024
Updated at
1st Dec 2024